Three-component [3 + 2] cycloaddition for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines

Xiaofeng Zhang; Miao Liu; Desheng Zhan; Manpreet Kaur; Jerry P. Jasinski; Wei Zhang

doi:10.1039/d1nj05538k

Three-component [3 + 2] cycloaddition for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines

Xiaofeng Zhang
, Miao Liu
, Desheng Zhan
, Manpreet Kaur
, Jerry P. Jasinski
, Wei Zhang

Chemistry

University of Massachusetts Boston
Harvard University
Changchun Normal University
Keene State College

Research output: Contribution to journal › Article › peer-review

Abstract

1,3-Dipolar cycloaddition of nonstabilized azomethine ylides derived from α-C-H functionalization of tetrahydroisoquinoline for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines is developed. A three-component reaction of readily available cyclic amines, aryl aldehydes, and olefinic oxindoles provides a pot, atom and step economy (PASE) approach for preparing spiro-heterocyclic compounds with biological interest.

Original language	English
Pages (from-to)	3866-3870
Number of pages	5
Journal	New Journal of Chemistry
Volume	46
Issue number	8
DOIs	https://doi.org/10.1039/d1nj05538k
State	Published - Feb 28 2022

ASJC Scopus Subject Areas

Catalysis
General Chemistry
Materials Chemistry

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title = "Three-component [3 + 2] cycloaddition for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines",

abstract = "1,3-Dipolar cycloaddition of nonstabilized azomethine ylides derived from α-C-H functionalization of tetrahydroisoquinoline for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines is developed. A three-component reaction of readily available cyclic amines, aryl aldehydes, and olefinic oxindoles provides a pot, atom and step economy (PASE) approach for preparing spiro-heterocyclic compounds with biological interest.",

author = "Xiaofeng Zhang and Miao Liu and Desheng Zhan and Manpreet Kaur and Jasinski, \{Jerry P.\} and Wei Zhang",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.",

year = "2022",

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doi = "10.1039/d1nj05538k",

language = "English",

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journal = "New Journal of Chemistry",

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T1 - Three-component [3 + 2] cycloaddition for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines

AU - Zhang, Xiaofeng

AU - Liu, Miao

AU - Zhan, Desheng

AU - Kaur, Manpreet

AU - Jasinski, Jerry P.

AU - Zhang, Wei

PY - 2022/2/28

Y1 - 2022/2/28

N2 - 1,3-Dipolar cycloaddition of nonstabilized azomethine ylides derived from α-C-H functionalization of tetrahydroisoquinoline for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines is developed. A three-component reaction of readily available cyclic amines, aryl aldehydes, and olefinic oxindoles provides a pot, atom and step economy (PASE) approach for preparing spiro-heterocyclic compounds with biological interest.

AB - 1,3-Dipolar cycloaddition of nonstabilized azomethine ylides derived from α-C-H functionalization of tetrahydroisoquinoline for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines is developed. A three-component reaction of readily available cyclic amines, aryl aldehydes, and olefinic oxindoles provides a pot, atom and step economy (PASE) approach for preparing spiro-heterocyclic compounds with biological interest.

UR - https://www.scopus.com/pages/publications/85125490060

UR - https://www.scopus.com/pages/publications/85125490060#tab=citedBy

U2 - 10.1039/d1nj05538k

DO - 10.1039/d1nj05538k

M3 - Article

AN - SCOPUS:85125490060

SN - 1144-0546

VL - 46

SP - 3866

EP - 3870

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 8

ER -

Three-component [3 + 2] cycloaddition for regio- and diastereoselective synthesis of spirooxindole-pyrrolidines

Abstract

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